FAIRMol

KB_Leish_38

ID 1260

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: C[N@H+](Cc1nc2ccc(C(=O)NCC3CCCCC3)cc2[nH]1)[C@H]1CCCc2cccnc21

Formula: C26H34N5O+ | MW: 432.59200000000027

LogP: 3.3603000000000014 | TPSA: 75.11

HBA/HBD: 3/3 | RotB: 6

InChIKey: WIUYJVNXGQVLEG-QHCPKHFHSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Amide Secondary amine

Ring system

Benzene Pyridine Benzimidazole Imidazole Cyclohexane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.855068-
DOCK_BASE_INTER_RANK-0.848874-
DOCK_BASE_INTER_RANK-0.658859-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK2.220095-
DOCK_FINAL_RANK1.360108-
DOCK_FINAL_RANK4.629578-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER2181-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.644073-
DOCK_MAX_CLASH_OVERLAP0.667152-
DOCK_MAX_CLASH_OVERLAP0.645342-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.335871-
DOCK_PRE_RANK2.181929-
DOCK_PRE_RANK4.592737-
DOCK_PRIMARY_POSE_ID1492-
DOCK_PRIMARY_POSE_ID6889-
DOCK_PRIMARY_POSE_ID11647-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t11-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:ASN193;A:GLN124;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PHE74;A:PRO223;A:SER218;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ASP116;A:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_SCAFFOLDO=C(NCC1CCCCC1)c1ccc2nc(C[NH2+]C3CCCc4cccnc43)[nH]c2c1-
DOCK_SCAFFOLDO=C(NCC1CCCCC1)c1ccc2nc(C[NH2+]C3CCCc4cccnc43)[nH]c2c1-
DOCK_SCAFFOLDO=C(NCC1CCCCC1)c1ccc2[nH]c(C[NH2+]C3CCCc4cccnc43)nc2c1-
DOCK_SCORE-15.745900-
DOCK_SCORE-26.166100-
DOCK_SCORE-20.873700-
DOCK_SCORE_INTER-27.164000-
DOCK_SCORE_INTER-21.083500-
DOCK_SCORE_INTER-27.362200-
DOCK_SCORE_INTER_KCAL-5.035710-
DOCK_SCORE_INTER_KCAL-6.535352-
DOCK_SCORE_INTER_KCAL-6.488013-
DOCK_SCORE_INTER_NORM-0.855068-
DOCK_SCORE_INTER_NORM-0.848874-
DOCK_SCORE_INTER_NORM-0.658859-
DOCK_SCORE_INTRA6.488440-
DOCK_SCORE_INTRA0.997820-
DOCK_SCORE_INTRA5.337640-
DOCK_SCORE_INTRA_KCAL0.238325-
DOCK_SCORE_INTRA_KCAL1.549738-
DOCK_SCORE_INTRA_KCAL1.274874-
DOCK_SCORE_INTRA_NORM0.202764-
DOCK_SCORE_INTRA_NORM0.166801-
DOCK_SCORE_INTRA_NORM0.031182-
DOCK_SCORE_KCAL-4.985600-
DOCK_SCORE_KCAL-6.249668-
DOCK_SCORE_KCAL-3.760845-
DOCK_SCORE_NORM-0.817692-
DOCK_SCORE_NORM-0.652304-
DOCK_SCORE_NORM-0.492058-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H34N5O+-
DOCK_SOURCE_FORMULAC26H34N5O+-
DOCK_SOURCE_FORMULAC26H34N5O+-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP3.360300-
DOCK_SOURCE_LOGP3.360300-
DOCK_SOURCE_LOGP3.360300-
DOCK_SOURCE_MW432.592000-
DOCK_SOURCE_MW432.592000-
DOCK_SOURCE_MW432.592000-
DOCK_SOURCE_NAMEKB_Leish_38-
DOCK_SOURCE_NAMEKB_Leish_38-
DOCK_SOURCE_NAMEKB_Leish_38-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA75.110000-
DOCK_SOURCE_TPSA75.110000-
DOCK_SOURCE_TPSA75.110000-
DOCK_STRAIN_DELTA27.786960-
DOCK_STRAIN_DELTA19.441137-
DOCK_STRAIN_DELTA28.548967-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT11-
DOCK_TARGETT18-
DOCK_TARGETT03-
EXACT_MASS432.27578712809003Da
FORMULAC26H34N5O+-
HBA3-
HBD3-
LOGP3.3603000000000014-
MOL_WEIGHT432.59200000000027g/mol
QED_SCORE0.5591318708277466-
ROTATABLE_BONDS6-
TPSA75.11A^2

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T11 T11 selection_import_t11 1
native pose available
 1.3601082020539002 -26.1661 14 0.78 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.220095034956826 -20.8737 17 0.85 - Best pose
T18 T18 selection_import_t18 1
native pose available
 4.629578488235008 -15.7459 10 0.77 - Best pose
T11 — T11 1 poses · report selection_import_t11
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
115 1.3601082020539002 -0.848874 -26.1661 6 18 14 0.78 0.60 0.60 0.75 - no geometry warning; 12 clashes; 5 protein contact clashes Open pose
T03 — T03 1 poses · report selection_import_t03
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
137 2.220095034956826 -0.855068 -20.8737 2 18 17 0.85 0.29 0.20 0.20 - no geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 28.5 Open pose
T18 — T18 1 poses · report selection_import_t18
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
126 4.629578488235008 -0.658859 -15.7459 6 15 10 0.77 - - - - no geometry warning; 20 clashes; 2 protein clashes; moderate strain Δ 27.8 Open pose
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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